Bold and Dapper: How to Stand Out in Men's Fashion at the Breeders' Cup

Alright, it is that time of the year when we have to prepare for the Breeders’ Cup whether you like it or not. After all, we are talking about a prestigious event where everyone dresses nicely, and you wouldn’t be the black sheep in the herd.

This probably isn’t men’s first concern, and I think that we as men are probably more focused on figuring out which horse would win the race so that we can place a winning bet. We all want to see the horse we’ve placed a wager on in the 2024 Breeders’ Cup results in first place.

But we have to put that aside and focus on the outfit, just for a moment. I think that men’s fashion is quite simple and you’ll only need 1-2 things to look and feel like a celebrity on the Breeders’ Cup. So, don’t feel overwhelmed about what to wear, here is a men’s fashion guide that will make your outfit a head-turner.

Know The Event Inside Out

I know that for many people this is the first time they go to an actual horse racetrack, and they don’t know what to expect. In order to nail your outfit, you first need to know a thing or two about the place you’re going.

Breeders’ Cup is a prestigious event that requires a more polished and seasonal tone to your outfit. In English? You have to dress smart and choose natural and probably darker colors to accent the fall.

Of course, there is always room for some personal touches, but striking a balance between traditional elegance and your unique style is the key to creating the ultimate outfit.

So, jeans and a tee are out of the question. Don’t even think about it!

Instead, you need to go with sharp tailoring (suit or a blazer), good shoes, and some smart accessories that don’t go overboard.

Choose the Right Jacket

The most important piece of your outfit is your jacket. So, if it is good, then your entire outfit can stand out. So, what to wear? Well, I’d go with either a sports coat, blazer or even a tailored suit if you are brave enough.

But here are some things to consider:

Stick to fall hues: navy, hunter green, and even deep burgundy are all safe bets.
Breeders’ Cup purple and yellow? Yep, it’s a thing, and while you don’t have to go full Barney, working those colors into your outfit can help you fit the race-day spirit.
Leave the all-black look at home—save it for your “I’m too cool for this” moments elsewhere.

This is a garment piece that is most noticeable, so spend more time choosing the right one. Also, make sure you have the right pair of tailored trousers just to compliment the suit or blazer. If you are a jeans man, you should leave them at home, or keep them for the afterparty.

Accessories Are Also Important

Accessories are a great way to add some personal touch to your outfit. It is the thing that will get you the most compliments.

What are we talking about?

Well, first you can go with bold socks. And I mean bold! If your outfit is dark green, choose bright red colored socks. They pop, stand out, and make you look like you understand fashion.
You can also match the color of your socks to your pocket square for a nice touch.

Lastly, you can go for a Fedora or bowler hat and some sunglasses.

Play with Patterns and Textures

Since it’s fall, the Breeders’ Cup is a prime opportunity to play around with patterns and fabrics. Think tweed, wool, or plaid to capture that autumn vibe.

Plaid and houndstooth are classic for a reason. They’ve stood the test of time and still look sharp without being too over-the-top.
A patterned tie or even a textured waistcoat can add some much-needed flair without going overboard.

Footwear—Yes, It Matters

Now, let’s talk shoes. Your outfit could be on point from the ankles up, but if you’ve got worn-out sneakers or clunky boots, it’s game over.

Polished loafers or oxfords are the way to go.
If you’re worried about comfort after hours of standing and walking, opt for shoes with insoles or pack a pair of stylish comfortable flats to swap out later. Because yes, even guys can have backup shoes.

Dress for the Weather

Remember, the Breeders’ Cup is in the fall, so layering is key. The day might start cool, warm up in the afternoon, and dip again by the time the final race rolls around.

Bring a sleek overcoat that complements your outfit. Avoid bulky puffer jackets; they’ll ruin your look faster than a dark horse taking the lead.
Consider packing a small umbrella or raincoat—better safe than sorry when you’re dealing with unpredictable weather (an umbrella isn’t prohibited like at the Kentucky Derby).

Final Words

So, a man’s outfit doesn’t require anything special. You just have to know how to combine the right colors and textures. I would try to keep it simple and a bit business casual. After all, your outfit should also be comfortable since you’ll be spending two days on the racetrack.